About us
Who we are
At (en)Courage Coaching, we help individuals and businesses build authentic careers and courageous workplace cultures. With roots in therapy and training in leadership and organizational development, we use evidence-based strategies tailored to each client’s goals. Our boutique practice supports both sides of the employment equation—because in the end, we’re all in this work thing together.
Hi there! I'm so delighted you found your way here.
If you’re exploring this site, chances are you’re looking to make a change–in your job, leadership practice, or workplace culture–maybe even all three! And… I get it. Please know, you’re in good company with your feelings/thoughts and you don’t have to navigate these shifts alone.
At (en)Courage Coaching, we blend the best of counseling, leadership education, and organizational development to help people and businesses grow in authentic ways with lasting results. Whether you’re an individual exploring your next career move or people leader looking to build a culture people want to be part of, we’ll meet you where you are and walk with you toward where you want to go.
No pretense. No one-size-fits-all. Let’s connect to explore all the possibilities that await you, your team, and company with thoughtful strategies and a deep belief that work can be better—for all of us.
Welcome. I’m so glad you’re here.
Warmly,
Katie O’Malley
Professional Bio
Katie O’Malley is an Executive Coach and Leadership Educator with twenty (20) years of professional experience serving the nonprofit, education, and corporate sectors. Across these workplaces, Katie noticed her strengths and values consistently steered her toward the support and development of others. In 2012, Katie translated this observation into action, earning a Master’s Degree in Counseling and Board Certification in Coaching.
Since 2018, Katie has worked alongside hundreds of individual, team, and organizational clients as the Founder and Principal Coach of (en)Courage Coaching. Established with the noble mission of providing exceptional, financially accessible coaching services to Chicago area professionals, (en)Courage Coaching has grown to support individuals and businesses from around the world.
Coaching clients in the design of authentic career paths, effective leadership practices, and courageous workplace cultures is in the DNA of (en)Courage Coaching. By leveraging a mix of evidence-based practices from the fields of counseling, organizational development, and leadership education, Katie and her team equip clients with customized strategies to meet their unique needs and aspirational goals.
Prior to opening the doors of (en) Courage Coaching, Katie served as a coach and course instructor to MBA and graduate students at Chicago Booth, The University of Texas at Austin, and DePaul University. Recently featured in Fast Company and Thrive Global, Katie’s research and writing supports both sides of the workplace equation, encouraging employers and employees to remember, “We’re all in this work-thing together.”
From 2021 to 2023, Katie was a member of the Fast Company Executive Board and she is currently a member of the Harvard Business Review Advisory Council. In June 2025, Katie took the TEDx Stage in Boston to deliver her highly anticipated talk, “The Attention We Give: Lessons from Listening for a Living.”
Education
Master of Education (M.Ed.)
Counseling I DePaul University
Board Certified Coach (BCC)
Center for Credentialing in Education
certifications
Hogan Assessments
Certification I 2017
Intercultural Development Inventory
Qualified Administrator I 2016
our values
At (en)Courage Coaching, we’re on a mission to elevate employee wellbeing in the workplace by supporting the development of individual contributors and people leaders through evidence-based coaching, while enabling teams and organizations to architect cultures that attract and retain top talent. We make good on this mission by leveraging practices from the fields of organizational psychology, counseling, and leadership education to meet the unique needs of every individual, team, and company we work alongside.
courage
Living + leading with authenticity takes courage and sharing your vulnerability with a coach is an act of bravery. This belief is honored in every individual coaching session and small-business engagement by tailoring an approach to meet the unique needs, talents, and goals of each client.
equity
So often, the folks with access to advanced development + training opportunities already hold leadership positions. As a matter of equity, we are committed to offering services that are rooted in cultural humility and financially accessible to traditionally underrepresented groups aspiring to lead within their teams + organizations.
learning
As coaches, we are committed to your learning and our own. This means exquisitely listening to your stories during our sessions while maintaining exceptional curiosity for emerging leadership research + career trends outside of our work together.
Are you ready?
Ready to explore the possibilities for your career, team, or company?
Let’s chat! Book-in a free consultation today!